US5132440AExpiredUtility

Process for the production of progesterone derivatives

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Assignee: SCHERING AGPriority: Sep 14, 1989Filed: Sep 6, 1990Granted: Jul 21, 1992
Est. expirySep 14, 2009(expired)· nominal 20-yr term from priority
C07J 7/0045C07J 63/008C07J 41/0094C07J 41/005
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PatentIndex Score
5
Cited by
7
References
4
Claims

Abstract

A process for the production of progresterone derivatives of general formula I ##STR1## in which symbolizes a single bond or a double bond, X represents a hydrogen atom, a fluorine atom or a methyl group and V means a methylene group, an ethylene group, an ethylidene group or a vinylidene group, is described.

Claims

exact text as granted — not AI-modified
We claim: 
     
       1. Process for the production of progesterone derivatives of general formula I ##STR5## in which   symbolizes a single bond or a double bond, X represents a hydrogen atom, a fluorine atom or a methyl group and   V means a methylene group, an ethylene group, an ethylidene group or a vinylidene group, which is characterized in that a nitrile of the general formula II ##STR6##  in which Y and Z together are an alkylenedioxy group with 2 to 6 carbon atoms and  , X and V have the above-mentioned meaning and in which W represents a hydrogen atom or in which   Y symbolizes an alkyloxy group with up to 4 carbon atoms, a benzyl group or an acyloxy group with 2 to 8 carbon atoms, and Z and W represent two hydrogen atoms or together mean a carbon-carbon bond,   with a Grignard reagent of the general formula III   CH.sub.3 --Mg--Z                                           (III),        in which Z symbolizes a chlorine atom or a bromine atom, is reacted and the intermediate products formed are hydrolyzed by acids.   
     
     
       2. Process for the production of progesterone derivatives of general formula I according to claim 1, wherein the reaction is performed with a solution of a complex of the Grignard reagent with an ether in toluene. 
     
     
       3. Process for the production of progesterone derivatives of general formula I according to claim 1, wherein the reaction is performed at a temperature of -20° C. to +10° C. 
     
     
       4. Process for the production of progesterone derivatives of general formula I according to claim 2, wherein the reaction is performed at a temperature of -20° C. to +10° C.

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